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Quinoline → HCID 178516363, 화합물

HRID 1579915
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HRID 1579915 반응식
[OH:1][C:2]1[C:11]2[C:6](=[CH:7][C:8]3[O:14][CH2:13][O:12][C:9]=3[CH:10]=2)[N:5]=[CH:4][C:3]=1C(O)=O.N1C2C(=CC=CC=2)C=CC=1>CCOCC>[CH2:13]1[O:14][C:8]2[CH:7]=[C:6]3[C:11]([C:2]([OH:1])=[CH:3][CH:4]=[N:5]3)=[CH:10][C:9]=2[O:12]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 7047QuinolineHCID 178524696HCID 178524696, 화합물

생성물 1

HCID 178516363HCID 178516363, 화합물

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

실험 절차

A suspension of 50 g. of 4-hydroxy-6,7-methylenedioxyquinoline-3-carboxylic acid in 500 ml. of freshly distilled quinoline was heated at 200° until the evolution of gas ceased. The reaction mixture was cooled to room temperature, diluted with an equal amount of ether and kept cool overnight. The precipitated brown solid (51.4 g., m.p. 254°-267°) was collected by filtration and dissolved in refluxing ethanol. The insoluble material was removed and the ethanol solution was reduced to one-third of its volume. The solution was diluted with an equal amount of ether. On cooling, 31.1 g. of 6,7-methylenedioxy-4-quinolinol separated, m.p. 280°-282°. Recrystallization (2x) from hot water yielded analytically pure 6,7-methylenedioxy-4-quinolinol as a pale yellow solid, m.p. 288°-289°.

후처리

  1. additionA suspension of 50 g
  2. temperaturekept cool overnight
  3. filtrationThe precipitated brown solid (51.4 g., m.p. 254°-267°) was collected by filtration
  4. dissolutiondissolved
  5. temperaturein refluxing ethanol
  6. customThe insoluble material was removed
  7. additionThe solution was diluted with an equal amount of ether
  8. temperatureOn cooling
  9. customof 6,7-methylenedioxy-4-quinolinol separated
  10. customRecrystallization (2x) from hot water

출처 및 근거

ORD 기록
ord-ecdb335288d447f5aeca6ccf15fd77d6
출처 데이터셋
uspto-grants-1976_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US03931193

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